Refine Search
Sort by
$280,000
6 Beds 2 Baths 12703760 MLS CLOSED Status
Presenting a classic brick two-flat building featuring a total of 6 bedrooms and 2 bathrooms, offering 3,038 sq ft of living space . Each unit comprises 3 bedrooms and 1 bathroom, providing ample space for tenants or owner-occupants. The property includes a full, unfinished basement, offering potential for additional living space or storage. Situated on a 3,125 sq ft lot, this multi-family home is located in the vibrant West Garfield Park neighborhood . The property provides a fantastic opportunity for investors or owner-occupants to renovate and add value. Located in the West Garfield Park neighborhood, residents enjoy easy access to public transportation, including the CTA Blue and Green Lines, facilitating convenient commutes throughout Chicago.

4129 W Jackson Boulevard, Chicago

$470,000
6 Beds 3 Baths 12703560 MLS CLOSED Status
Exceptional opportunity to own a well-maintained, all-brick 2-flat in the heart of Brighton Park. Ideal for an owner-occupant or investor, this property features two spacious apartments, each offering nearly 1,200 square feet with 3 bedrooms, a large living room, separate dining room, and oversized kitchen. The first-floor unit showcases original hardwood floors, a decorative fireplace, and a beautiful bay window. The second-floor unit offers a similar layout with an expanded kitchen and abundant natural light throughout. Shared laundry area, a spacious backyard perfect for entertaining, and a detached 2-car garage complete the property. Long-term tenants provide stable occupancy with below-market rents, offering future upside. Conveniently located near schools, shopping, restaurants, parks, CTA bus routes, Kedzie and Western Orange Line stations, and I-55 for an easy commute. A rare opportunity to own a solid, income-producing property in one of Chicago's most established neighborhoods.

4630 S Sawyer Avenue, Chicago

$279,999
6 Beds 3 Baths 12694649 MLS ACTIVE Status
Tenant-occupied 2-flat in Auburn Gresham generating $2,700 in total monthly rent. Each unit offers 2 bedrooms, 1 full bath, separate living and dining rooms, enclosed porches, appliances, and independently controlled heat. The first-floor unit features an updated kitchen and bathroom, while the second-floor unit includes a fully renovated kitchen and bathroom with updated finishes. Property also includes a full finished basement renovated in 2024 and a detached 2-car garage. Seller reports new roofs on the main building and garage and a new hot water tank in 2023, along with updates to the main plumbing line with copper in 2025. Property is being sold AS IS. Basement is not currently represented as a legal third residential unit.

7924 S May Street, Chicago

$875,000
6 Beds 5 Baths 12703472 MLS ACTIVE Status
This 3-unit property is fully rented and a great income-producing investment opportunity or perfect for a Live/Work owner! Lots of recent updates: the roof was replaced 2 years ago, the front windows of the 2-bedroom were replaced in 2025, and both the 2-bed and the coach house have new electrical. The 1600 Sq. Ft. storefront is currently operating as a catering/restaurant business and is on a long-term, month-to-month rent, so that gives flexibility to the new owner. The second floor has a 2-bedroom, 1-bathroom plus enclosed porch and an outdoor patio and has been recently renovated, and it's currently rented out. The beautifully designed 2-bed unit features an in-unit laundry and a custom kitchen with stainless steel appliances and granite countertops, which are perfect for cooking and entertaining. The apartment boasts hardwood floors throughout, adding a touch of elegance to the space. It also has a private entry and central air and heat. The owner just finished the full gut rehab of the coach house in the back as well. The coach house has 4 bedrooms/2baths, and it's a 3-floor living space; it feels and lives like a single home. Gorgeous brand new kitchen with all the bells and whistles, and two brand new elegant bathrooms, in-unit laundry. With public transportation nearby, commuting is a breeze. Great upside potential

3816 W Montrose Avenue, Chicago

$997,717
6 Beds 3 Baths 12702288 MLS CONTINGENT Status
**Exceptional 2-Flat Opportunity in Highly Desirable North Center!** Located in one of Chicago's most sought-after neighborhoods, this spacious two-unit property offers an outstanding opportunity for investors, developers, or buyers looking to create their dream Home. Both units feature plenty of space, abundant natural light, and a layout full of character and potential. Proudly owned by the same family for many years, this property is ready for its next chapter. Sold AS IS. It presents an excellent opportunity for renovation, modernization, or value-add improvements in a location where updated properties are in high demand. Enjoy all that North Center has to offer, including tree-lined streets, parks, shopping, dining, top-rated schools, and convenient access to public transportation. A rare chance to invest in a premier neighborhood with exceptional upside potential.

4136 N Bell Avenue, Chicago

$1,275,000
8 Beds 9 Baths 12703205 MLS CONTINGENT Status
556 W. 18th Street presents a rare opportunity to acquire a luxury, all-brick boutique apartment building. Built with exceptional craftsmanship and contemporary design, the property consists of three expansive residential units, each finished with high-end materials, oversized floor plans, soaring ceilings, hardwood flooring throughout, and walls of windows that fill every residence with natural light. Every unit features in-unit laundry, premium stainless steel appliances, designer kitchens, and upscale finishes, offering a true condominium-quality living experience. The building is anchored by an exceptional duplex penthouse featuring three spacious bedrooms, two-and-a-half bathrooms, vaulted ceilings, an oversized chef's kitchen with premium KitchenAid stainless steel appliances, an additional family room, spa-quality primary bath with a freestanding soaking tub and oversized waterfall shower, generous closet space, and direct access to a spectacular private rooftop deck showcasing panoramic Chicago skyline views. The first-floor residence offers three bedrooms and three-and-a-half bathrooms with two expansive living areas, a custom wet bar, oversized chef's kitchen with upgraded finishes, and abundant natural light throughout. The second-floor residence features two bedrooms and two bathrooms with large walk-in closets, hardwood floors, high ceilings, granite countertops, breakfast bar, premium stainless steel appliances, and elegant spa-inspired bathrooms with rainfall showers. Designed to appeal to luxury renters or owner-occupants alike, 556 W. 18th Street combines sophisticated architecture, premium interior finishes, and outstanding outdoor living spaces in one of Chicago's fastest-growing neighborhoods.

556 W 18Th Street, Chicago

$459,900
7 Beds 3 Baths 12700906 MLS CONTINGENT Status
Exceptional investment opportunity in Chicago's Marquette Park neighborhood! This versatile property features a two-unit main building plus a separate coach house, offering three total income-generating units on one lot. The main building includes two spacious units, each offering 2 bedrooms and 1 bathroom with functional layouts and comfortable living space. The rear coach house adds even more value with a 3-bedroom, 1-bath unit-ideal for maximizing rental income, multigenerational living, or an owner-occupant setup. With multiple streams of income and a desirable unit mix, this property is perfect for investors looking to expand their portfolio or buyers seeking to supplement their mortgage with rental income. Property taxes currently do not reflect a homeowner's exemption, presenting a potential opportunity for reduced taxes if owner-occupied. Conveniently located near parks, schools, shopping, and public transportation, this property benefits from strong rental demand and long-term growth potential.

7230 S Talman Avenue, Chicago

$1,200,000
12 Beds 8 Baths 12700558 MLS PENDING Status
Located in the heart of Pilsen, this well-maintained, all-brick property underwent a complete gut rehab in 2014 and features four legal dwelling units. The property consists of a three-unit front building and a separate coach house with additional storage space below. Each unit has been fully remodeled with modern finishes and includes in-unit laundry, central air conditioning, and updated interiors designed for comfortable living. Unit 1's lease expires on August 31, 2026, providing an excellent opportunity for an owner-occupant or added flexibility for future leasing plans. This is a rare investment opportunity in one of Chicago's most sought-after neighborhoods, offering strong rental income potential and pride of ownership.

2110 W 18Th Place, Chicago

$725,000
6 Beds 4 Baths 12702733 MLS ACTIVE Status
Take a look at this beautiful, West Ridge jumbo brick legal 2-flat w/a non-conforming full 1-bedroom garden unit. First time on the market in 44 years! The first floor unit has been occupied by the owner for the last 44 years! It consists of 2 bedrooms plus a tandem room that is heated, has windows and a closet, and 1 full bathroom. Open-concept floor plan allows for the large, formal living room to flow right into the formal dining room. A large, remodeled eat-in kitchen w/stainless steel appliances completes the first floor. The second floor unit contains 3 bedrooms plus a tandem room and a full bathroom. It also features a formal living room and dining room, and a large eat-in kitchen. The basement has a separate laundry room with a 1/2 bath, and a separate utility and storage area. The non-conforming remodeled garden unit features 1 bedroom, 1 bathroom and an open concept floor plan that allows the kitchen to flow into the living/dining room combo. The garden unit has two access points, including a private front/side entrance. Enclosed back porch. 3-car brick garage. For peace of mind, both the building and garage roofs were replaced two years ago. Second floor tenants are month-to-month. This is great for an investor or to be occupied by the owner. This one surely won't last long, so don't hesitate and schedule your showing today! Neither the seller nor the agent represent the legality of the garden unit.

6718 N Campbell Avenue, Chicago

$369,000
5 Beds 4 Baths 12702157 MLS PENDING Status
Everything Old Is New Again-Completely Reimagined from the Inside Out!Welcome to 10536 S Wentworth Ave, where classic Chicago architecture meets a stunning interior transformation. This beautifully renovated 2-unit building has been completely redone down to the bones, offering the character of an established property with the feel of modern living. Each thoughtfully updated unit features its own separate utilities, providing added convenience and flexibility, along with a dedicated laundry room to make everyday living that much easier. From the extensive interior renovation to the refreshed finishes throughout, this property is ready for its next chapter. A detached 2-car garage adds valuable parking and storage, while the multi-unit layout offers flexibility for a variety of living arrangements and ownership goals. Location is another reason this property shines. Situated in Chicago's Roseland community, you'll enjoy convenient access to neighborhood amenities, shopping, restaurants, and everyday services along Michigan Avenue and 103rd Street. Outdoor recreation is nearby at Palmer Park, offering walking paths, athletic fields, and green space. Commuters will appreciate access to CTA bus routes, the Metra Electric District, and nearby I-57 and I-94, providing convenient connections throughout the Chicagoland area. The neighborhood is also just minutes from the Pullman National Historical Park, one of Chicago's most significant historic landmarks, known for its beautifully preserved architecture, community events, and rich industrial heritage. Whether you're searching for a move-in-ready multi-unit property, a home with additional living flexibility, or an opportunity to own a fully renovated building, this property is ready to impress. The hard work has already been done-all that's left is for someone new to open the door, unpack the boxes, and start making memories. Don't let this one become the property you wish you had seen first!

10536 S Wentworth Avenue, Chicago

$480,000
6 Beds 3 Baths 12698260 MLS CONTINGENT Status
Exceptional Investment Opportunity! Well-maintained multi-unit building located in a desirable neighborhood with strong rental demand and outstanding income potential. Perfect for investors looking to expand their portfolio or owner-occupants seeking additional rental income. Property features separate utilities for each unit, helping minimize owner expenses and simplify tenant billing. A whole-building water filtration system provides added value and convenience for all occupants. Additional highlights include spacious living areas, a detached garage with additional parking, and a functional basement offering extra storage and utility space. Conveniently located near schools, parks, shopping, restaurants, public transportation, and major expressways. Whether you're looking for immediate cash flow or long-term appreciation, this property is an excellent opportunity. Schedule your private showing today!

1519 N Latrobe Avenue, Chicago

$450,000
9 Beds 4 Baths 12701385 MLS ACTIVE Status
Turnkey, income-producing investment opportunity in Chicago's desirable Chatham neighborhood! This fully occupied brick 3-flat generates $4,300 per month in rental income, providing immediate cash flow from day one. Tenants pay for gas and electric. The property has maintained the same tenants and rental rates for the last three years. Each spacious unit offers 3 bedrooms and 1 full bath, making this a highly desirable property for tenants and investors alike. Filled with classic Chicago charm, the building features hardwood floors, decorative fireplaces, built-in cabinetry, and timeless architectural details that continue to attract quality renters. The property also includes a 3-car brick garage and a full basement with front and rear access, generous ceiling height, and excellent potential for additional living space, storage, or future value-add opportunities (subject to City approval). Recent capital improvements include a boiler approximately 5 years old, roof approximately 5 years old, updated circuit breakers, and a hot water tank approximately 8 years old, helping reduce near-term maintenance concerns. Ideally located in the heart of Chatham, this property is just minutes from the transformative Obama Presidential Center, the Dan Ryan Expressway, public transportation, parks, shopping, and neighborhood amenities. With strong in-place income, solid building fundamentals, and long-term appreciation potential, this is an outstanding opportunity for both seasoned investors and owner-occupants looking to build wealth through real estate. Building being listed "As-Is"

7918 S Champlain Avenue, Chicago

$524,900
10 Beds 4 Baths 12701545 MLS CONTINGENT Status
**Exceptional House-Hack & Value-Add Multifamily Opportunity in Humboldt Park** This property presents a rare opportunity for an aspiring house-hacker or experienced investor to acquire a fully renovated multifamily asset with significant upside potential in a Humboldt Park market experiencing positive rent growth trends. The building features a **legal 4-unit configuration with two additional non-conforming units**, offering a unique opportunity to maximize income potential. Situated on an **oversized, lot-line-to-lot-line corner parcel directly across from a designated urban garden**, the property benefits from exceptional visibility, strong curb appeal, and desirable neighborhood positioning. All renovations have been completed in accordance with **City-approved plans and permits**, which are available in the additional property documentation. The completed improvements provide a turnkey foundation for an investor seeking immediate cash flow while retaining multiple avenues for future value creation. Current rents remain substantially below market, creating a clear path for future income growth through lease-up, turnover, and strategic repositioning. The two non-conforming units may provide additional upside through potential legalization under Chicago's ADU program, subject to buyer verification of zoning requirements, eligibility, and applicable City approvals. With renovated interiors, significant rental upside, flexible ownership strategies, and multiple paths to enhance value, this property represents a compelling opportunity for both owner-occupants and long-term multifamily investors.

4101 W Potomac Avenue, Chicago

$610,000
7 Beds 4 Baths 12701914 MLS ACTIVE Status
Nestled in the heart of historic Bronzeville, 441 E. 42nd Street presents a rare chance to own a classic Chicago greystone in one of the city's most dynamic and culturally rich neighborhoods. Spanning more than 4,000 square feet above grade, this updated three-unit building offers remarkable versatility for investors and owner-occupants alike. Updated in 2021, the property lends itself to a variety of living and investment strategies. Continue operating it as an income-producing multi-unit, live in one residence while generating rental income from the others, or explore the potential to convert it into a stunning single-family home (subject to city approvals). The first-floor unit extends into the basement, creating a spacious duplex layout with opportunities for additional living space, a private guest suite, or flexible recreation and work-from-home areas. Ideally located just minutes from downtown Chicago, Lake Shore Drive, the Green Line, and the lakefront, residents enjoy convenient access to neighborhood restaurants, parks, shopping, entertainment, and Bronzeville's rich history and thriving arts community.

441 E 42Nd Street, Chicago

$130,000
7 Beds 5 Baths 12701906 MLS CLOSED Status
** Prime 2-Unit Investment Opportunity - Oversized Lot! ** Welcome to 864 E 87th Place - a fantastic income-generating property situated on an **oversized lot** offering both space and strong rental potential! This 2-unit building with a duplexed second floor is ideal for investors or owner-occupants seeking to maximize returns. **Property Highlights:** * **Unit 1 (1st Floor):** 3 bedrooms, 2 bathrooms - *currently tenant-occupied with steady income* * **Unit 2 (Duplex):** Spacious **4-bedroom, 2.5-bathroom** layout spanning the upper levels - *vacant and move-in ready* * Large lot with backyard space - ideal for outdoor use, gardening, or future enhancements * Unique architectural character with abundant natural light **Investment Potential:** * Live in one unit and rent the other, or fully lease both for maximum cash flow * Duplex layout offers premium rental value * Strong opportunity in a growing area with consistent demand * Showings **by appointment only** * **48-hour notice required** * **No lockbox**

864 E 87Th Place, Chicago

$289,000
5 Beds 3 Baths 12701787 MLS ACTIVE Status
Welcome to 13419 S Burley Ave, a multi-family property located in the vibrant city of Chicago, IL. This property provides a unique opportunity for those seeking a versatile living space or investment in the area's diverse real estate market. The building features multiple units, making it suitable for accommodating various living arrangements or potential rental income. It is currently set as a single family use however the second floor can easily be turned into another unit. And for those with more creativity the finished basement can be turned into additional cashflow. Set in a dynamic neighborhood, it provides easy access to the city's amenities and services. With its strategic location, it provides convenient access to local transit options. Whether you're considering it for personal use or as an investment, this property has the potential to meet a range of needs. SOLD AS IS.

13419 S Burley Avenue, Chicago

$485,000
6 Beds 6 Baths 12699296 MLS CLOSED Status
Fantastic investment opportunity in Chicago's East Garfield Park! This vacant 3-flat offers exceptional income potential and is being sold AS IS, making it an excellent opportunity for investors or owner-occupants looking to build equity. Ideally located with convenient access to downtown Chicago, this gated property features a detached 2.5-car garage with alley access and a fenced backyard. Each of the three units offers 2 bedrooms, 2 full bathrooms, and a private laundry room. The garden unit has its own private entrance and has been recently updated with luxury vinyl plank flooring, stylish cabinetry, and stainless steel appliances. The first and second floor units are accessed through the main building entrance and each includes a rear porch. Additional improvements include a roof replacement in 2020. With all units currently vacant, this property provides the flexibility to set your own rents, renovate to your specifications, or occupy one unit while generating rental income from the others. A rare opportunity with tremendous upside in a location offering easy access to transportation, downtown Chicago, and neighborhood amenities.

327 S Richmond Street, Chicago



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.